Catching Up to FI

Bill Yount & Jackie Cummings Koski
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Feb 18, 2026 โ€ข 51min

Flashback to Episode 1: 'A Boat Named YOLO' | Bill Yount | 197

A flashback conversation covers a late-career FI awakening and the emotional shift from shame to action. They revisit housing mistakes, lifestyle inflation, and the hard lessons from the Great Recession. Topics include ramping up savings, geo-arbitrage moves, downsizing without deprivation, and planning for time freedom and retirement roles.
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11 snips
Feb 15, 2026 โ€ข 1h 12min

Founder of 'Catching Up to FI' Just Hit Financial Independence, Now What? | Bill Yount | 196

Bill Yount, an emergency physician who founded the Catching Up to FI podcast after discovering FI as a late starter. He recounts recovering from financial mistakes, tracking expenses for years, and getting a retirement-readiness check that said he could retire now. Conversations cover physician money myths, negotiating work after FI, mentoring others, and prioritizing healthspan and purposeful giving.
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13 snips
Feb 8, 2026 โ€ข 1h 11min

Work Less, Live More: The New Paradigm of Financial Freedom | Andy Hill | 195

Andy Hill, award-winning family finance blogger and author of Own Your Time, shares his Coast FI journey from -$50K to buying back time. He explains designing a week you love, using compound growth to reach financial freedom, and stepping down savings to live more now. Practical pivots include building runway, diversifying income, and prioritizing family over extreme frugality.
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12 snips
Feb 4, 2026 โ€ข 1h 15min

Back to FI Basics: How to Start Your Journey to Early Retirement | ChooseFI Crossover | 194

They trace a rapid path to early retirement and the mindset shift that follows. Small habits like $10 or $100 monthly contributions and the power of compounding get spotlighted. Low-cost index funds, expense ratios, and simple set-and-forget investing are explained. Practical moves include maximizing employer match, negotiating recurring bills, tracking expenses, and leaning on community for momentum.
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22 snips
Feb 1, 2026 โ€ข 1h 18min

These New Rules Will Change The Way You Think About 529 Plans | Patricia Roberts | 193

Patricia Roberts, COO of Gift of College and author of Route 529, is a longtime 529-plan educator. She debunks myths about who 529s serve. Topics include surprising qualified uses beyond college, state tax quirks and parity rules, comparing plans and fees, strategies for late starters, balancing retirement vs. education saving, and the new 529-to-Roth rollover option.
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58 snips
Jan 25, 2026 โ€ข 1h 14min

Why Your Financial Plan Will Fail (It's Not the Math) | Dan Haylett | 192

Dan Haylett, a UK financial planner and author focused on retirement psychology, challenges the old retire-and-fade script. He explains why retirement is a human problem before itโ€™s a math problem. He reframes risk as lost experiences, maps the three phases of later life, and urges structure, curiosity, and meaningful spending over spreadsheet comfort.
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13 snips
Jan 18, 2026 โ€ข 1h 21min

The College Discount Game You Need To Know Before Choosing A School | Ron Lieber | 191

Ron Lieber, a personal finance expert and author of 'The Price You Pay for College,' dives deep into the often perplexing world of college costs. He reveals why most families pay less than the sticker price, explains the importance of understanding a school's 'Common Data Set,' and discusses the value of merit versus need-based aid. Lieber also highlights strategies for first-generation students, the benefits of community college transfers, and practical tips for negotiating financial aid. Get ready for insightful advice on navigating college affordability!
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34 snips
Jan 14, 2026 โ€ข 49min

Can AI Plan Your Retirement? Testing ChatGPT's Financial Advice | Earn & Invest Crossover | 190

Bill Yount, an emergency room physician turned financial independence advocate, joins Susie B., a public-sector employee planning for retirement. They dive into the practicality of using ChatGPT for retirement advice. Bill shares his transition to a defensive investment strategy as he approaches retirement age. Susie discusses her five-year plan and the importance of understanding income streams. They emphasize the need for personalized planning, exploring purpose post-retirement, and the critical role of health in enjoying retirement.
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16 snips
Jan 11, 2026 โ€ข 1h 9min

Stop Paying for College and Use These High-Return Scholarship Hacks Instead | Chris Corinthian | 189

Chris Corinthian, known as the 'Fin Lit Guy', is an author and financial education entrepreneur dedicated to helping families reduce college costs. He shares his personal journey from financial setbacks to mastering the art of scholarships. Listeners learn about the Debt-Free Degree triangle, strategies for earning free college credits, and the importance of applying widely to many scholarships. Chris also emphasizes the value of internships and networking in enhancing employability, while providing insightful advice on crafting essential scholarship essays.
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10 snips
Jan 4, 2026 โ€ข 1h 15min

How Clutter Steals Your Time (And How to Get It Back) | Rose Lounsbury | 188

Rose Lounsbury, a simplicity coach and author, shares her journey of decluttering 70% of her possessions while raising triplets. She discusses how generational habits contribute to modern clutter and offers practical tips like the 'towel test.' Rose emphasizes the connection between physical clutter and financial habits, illustrating how less can actually yield more time and freedom. She also explores the emotional benefits of simplifying life and suggests prioritizing experiences over material gifts. Ultimately, she reveals how creating space can lead to new opportunities.

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